HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Oxopropanethioamide → 6'-Bromo-5-methyl-5'',6''-dihydro-4''H-dispiro[imidazole-2,4'-chromene-2',3''-pyran]-4(3H)-thione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Oxopropanethioamide | HCID 20765237 | — |
| Reactant | 6-Bromo-5',6'-dihydro-4'H-spiro[chromene-2,3'-pyran]-4(3H)-imine | HCID 67979335 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 6'-Bromo-5-methyl-5'',6''-dihydro-4''H-dispiro[imidazole-2,4'-chromene-2',3''-pyran]-4(3H)-thione | HCID 86667276 | — |
Reaction Steps
2-Oxopropanethioamide (Intermediate 2, 289 mg, 2.80 mmol) and 6-bromo-5′,6′-dihydro-4′H-spiro[chromene-2,3′-pyran]-4(3H)-imine (Example 45 Step 2, 331.4 mg, 1.12 mmol) were dissolved in acetonitrile (3 mL) and heated using MW for 20 min to 120° C. The solvent was evaporated under reduced pressure. The crude product was purified by flash chromatography using a gradient of 0-50% EtOAc in heptane but co-eluted with byproducts. The not completely pure product was used as a mixture in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415483B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-4422b735fa794b009f0f17267a4520cb |
| Source note | uspto-grants-2013_04 |